Flatiron's Most Coveted Luxury Buildings
Five addresses that define luxury living around Madison Square Park
Flatiron's most coveted luxury buildings are the newly converted Flatiron Building at 175 Fifth Avenue, One Madison, Madison Square Park Tower, 10 Madison Square West and 212 Fifth Avenue. Four of them face Madison Square Park, and together they span more than a century of architecture, from 1902 landmarks to 65-story glass towers, with homes listed today from about $1.9 million to more than $50 million. Here's what makes each one special and what's on the market now.
The Buildings
Which Flatiron buildings do luxury buyers want most?
The ones on Madison Square Park. The park is Flatiron's front lawn, and the buildings that face it command the neighborhood's highest prices. Here are five worth knowing, in order of the history they carry.
I
The Flatiron Building
175 Fifth Avenue
The city's most famous wedge is now a home address. Brodsky, GFP Real Estate and Sorgente Group finished converting the landmark from offices into 36 condominiums this fall, with Studio Sofield interiors, a wellness floor built around a 60-foot lap pool and north-facing homes looking out over Madison Square Park.
On the marketAsking prices have ranged from about $10.95 million to $58.5 million for the full 21st floor, nearly $7,900 a square foot. See New York YIMBY.
II
One Madison
23 East 22nd Street
A slender glass tower rising directly across from Madison Square Park, One Madison put Flatiron on the map for trophy buyers. Its upper floors look out over the park toward Midtown.
On the marketThree homes are listed on Compass, from $3,500,000 for a one-bedroom to $16,995,000 for a four-bedroom, with a three-bedroom asking more than $5,500 a square foot. See the building on Compass.
III
Madison Square Park Tower
45 East 22nd Street
Flatiron's tallest residential tower, a 65-story cantilevered glass building by Kohn Pedersen Fox, with a full-service amenity package that includes a basketball court, billiards room and roof deck.
On the marketTwo-bedroom homes are listed on Compass from $4,150,000 to $5,195,000. See the building on Compass.
IV
10 Madison Square West
1107 Broadway
The former Toy Center building on the west side of Madison Square Park, reborn as a full-service pre-war condominium with a landscaped courtyard, gym and doorman. It sits right where Flatiron meets NoMad.
On the marketListings on Compass run from $1,915,000 for a one-bedroom to $12,500,000 for a four-bedroom of 3,309 square feet, and Residence 6G signed a contract at $5,495,000 in late October, according to the Compass Manhattan Luxury Report. See the building on Compass.
V
212 Fifth Avenue
Fifth Avenue at 26th Street
A Neo-Gothic landmark in the Madison Square North Historic District, converted into 48 condominiums with large four-bedroom and three-bedroom layouts and an enlarged penthouse overlooking the park.
On the marketHomes here come up for sale rarely. See a residence at 212 Fifth Avenue on Compass.
Looking for a luxury home in Flatiron? Contact Darrell Williams for a private tour of what's available.
At a Glance
How do Flatiron's top buildings compare?
Three are historic conversions and two are modern towers, and asking prices span from under $2 million to more than $50 million.
Building | Built | Residences | Current asking range |
|---|---|---|---|
The Flatiron Building | 1902 | 36 | $10.95M–$58.5M |
One Madison | 2009 | – | $3.5M–$17.0M |
Madison Square Park Tower | 2010s | About 80 | $4.15M–$5.2M |
10 Madison Square West | 1915 | 125 | $1.9M–$12.5M |
212 Fifth Avenue | 1913 | 48 | Rarely available |
Asking prices from current Compass listings and public pricing for the Flatiron Building, November 2026. Final sale prices may differ.
The Neighborhood
What's it like to live in Flatiron?
Polished, central and endlessly interesting. Flatiron sits between Union Square and Madison Square Park, with Fifth Avenue and Broadway meeting at its namesake wedge. The side streets are lined with cast-iron and Beaux-Arts loft buildings, many of them now condominiums, and some of the city's best restaurants are within a few blocks.
Dine
- Eleven Madison Park11 Madison Ave
Tasting menu overlooking the park - Gramercy Tavern42 E 20th St
A Flatiron classic for dinner or drinks - Cosme35 E 21st St
Modern Mexican from Enrique Olvera
Shop
- Eataly200 Fifth Ave
Italian market and rooftop bar - ABC Carpet & Home888 Broadway
Rugs, furniture and home décor - Rizzoli Bookstore1133 Broadway
Art, design and architecture books
Unwind
- Madison Square Park23rd to 26th St
Public art and the original Shake Shack - Union Square GreenmarketUnion Square
The city's best-known farmers market - Fifth AvenueFlagship stores between 14th and 23rd Streets
Commute
- 23rd St and BroadwayR and W trains
- 23rd St and Park Ave6 train
- 23rd St and Sixth AveF, M and PATH
Looking for a luxury home in Flatiron? Contact Darrell Williams for a private tour of what's available.
Questions
Frequently asked questions
What are the best luxury condo buildings in Flatiron?
Five of the most sought-after are the newly converted Flatiron Building at 175 Fifth Avenue, One Madison at 23 East 22nd Street, Madison Square Park Tower at 45 East 22nd Street, 10 Madison Square West at 1107 Broadway and 212 Fifth Avenue. Four of the five face Madison Square Park.
Can you buy an apartment in the Flatiron Building?
Yes. The Flatiron Building has been converted into 36 condominiums, with asking prices from about $10.95 million to $58.5 million. Most homes were in contract before the conversion finished this fall.
How much do luxury condos cost in Flatiron?
At the buildings in this guide, current asking prices on Compass run from about $1.9 million for a one-bedroom to $17 million for a four-bedroom, with the Flatiron Building's top floors reaching $58.5 million.
What is the tallest residential building in Flatiron?
Madison Square Park Tower at 45 East 22nd Street, a 65-story glass condo tower designed by Kohn Pedersen Fox.
Are Flatiron condos pre-war or new construction?
Both. 10 Madison Square West (1915), 212 Fifth Avenue (1913) and the Flatiron Building (1902) are historic buildings converted into condos, while One Madison and Madison Square Park Tower are modern glass towers.
What subway lines serve Flatiron?
The R and W stop at 23rd Street and Broadway, the 6 at 23rd Street and Park Avenue, and the F, M and PATH at 23rd Street and Sixth Avenue. The 4, 5, 6, L, N, Q, R and W meet at Union Square to the south.
How do I find off-market luxury listings in Flatiron?
Many high-end homes trade privately before they're ever publicly listed. Contact Darrell Williams to hear about Flatiron homes as they become available.
Searching for a luxury home in Flatiron or around Madison Square Park? Contact Darrell Williams for a private consultation, or view my Compass profile and listings.
